In 1994, Katherine and Lucy Coe (Lynn Herring) created the first-ever Nurses' Ball.
He ran over to help, and their eyes locked.
Eventually, Stefan and Bobbie got divorced, and he and Katherine became a couple.

Stefan discovered Bobbie spying on him and threw her out.
He soon revealed his true identity to Katherine and that he was the one who shot her.
She was so upset that she told Stefan to go away for good.

Stefan broke things off with Katherine, who was devastated.
Eventually, the truth came out and they were reunited once again.
They decided to get married and held a Bacchanalia at Wyndemere to announce their engagement.

Luke and Alexis had rigged the railing of Wyndemere’s parapet so that Helena would fall off it.
Katherine was presumed dead, and Stefan got arrested for her murder.
Stefan and Katherine would never reconcile, and later,Helena threw her off the parapet again.
This time, Katherine died for real.